H₂S-Responsive Lower Critical Solution Temperature of the Host–Guest Complex Based on Oxatub[4]arene with Tri(ethylene oxide) Moieties

Abstract

A water-soluble oxatub[4]arene with tri(ethylene oxide) moieties was synthesized. The lower critical solution temperature (LCST) behavior of this macrocyclic receptor was tunable by changing its concentration or by adding an appropriate guest. Most interestingly, the LCST behavior of the host-guest complex showed a response to the presence of the physiological gasotransmitter HS through nitro group reduction.

Stimuli-responsive nanocarriers constructed from pillar[n]arene-based supra-amphiphiles

“…It is noteworthy that a water-soluble oxatub [4]arene has been prepared by Jiang and co-workers. 128 As functional materials with potential applications in biomedical sciences, environmental sciences and energy are important research areas that scientists have pursued intensively. The practical applications of nanocarriers based on WP[n] in these aspects should continue be trendy research directions in the next decade.…”

Supramolecular control over thermo‐responsive systems with lower critical solution temperature behavior

“…A similar strategy was used to design LCST systems from various macrocycles. [ 58,59 ] For example, oxatub[4]arenes are new macrocycles with a range of interesting host–guest properties. [ 58 ] Jiang et al.…”

Dynamic materials fabricated from water soluble pillar[n]arenes bearing triethylene oxide groups

“…In recent work, the same group reported the synthesis and host-guest properties of a water-soluble oxatub [4]arene (WTA4) (Fig. 6) that showed H 2 Sresponsive LCST behavior [41]. WTA4 exhibits high solubility in aqueous solution at 25 C and displayed reversible LCST behavior.…”

“…Photos of WTA4 (1.0 mmol/L) in water before and after addition of 7 + (2.0 mmol/L) followed by NaHS (30.0 mmol/L) in sequence at 43 C. Reproduced with permission[41]. Copyright 2017, American Chemical Society.…”